Synlett 2004(12): 2247-2248  
DOI: 10.1055/s-2004-832822
SPOTLIGHT
© Georg Thieme Verlag Stuttgart · New York

Malononitrile

Anil Saikia*
C/O Dr. Romesh Chandra Boruah, Medicinal Chemistry Division, Regional Research Laboratory, Jorhat, Assam, 785006, India
e-Mail: anil_saikia@yahoo.co.in;
Further Information

Publication History

Publication Date:
21 September 2004 (online)

The weak cyanocarbon malononitrile [CH2(CN)2] is a colourless solid with a melting range of 32-34 °C and a boiling range of 218-219 °C. It is a versatile compound of exceptional reactivity. Malononitrile can be prepared in 80-96% yield by the reaction of cyanoacetamide and POCl3 or PCl5 in presence of inorganic salts. [1-2] Due to the presence of active methylene protons, the reagent is found to be more useful in carbon-carbon bond formation reactions. It is used extensively [3] as a reactant or reaction intermediate, since the methylene group and one or both cyano groups can take part in condensation reactions to give a variety of addition products and heterocyclic compounds. This unique reactivity makes malononitrile an important chemical in research and in medical, industrial and agricultural chemistry applications.